Rob Booker

The New Traders Podcast

Business EN ↓ 21 episodes

Rob Booker has been trading for twenty-five years. These are short essays — usually under fifteen minutes — on the things that actually matter once you've been doing it long enough to have been wrong about most of the things you used to be sure of. The basic trade is against yourself. Never let a small loss become a huge one. Trade smaller than your ego would like. You can't trade in the past. Each episode takes one idea seriously, looks at why it's obvious, and then looks at why nobody does it anyway. The essays are also published in written form at longboardai.com/learn. Some people prefer t...

Author

Rob Booker

Category

Business

Podcast website

longboard-ruddy.vercel.app

Latest episode

May 12, 2026

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Episodes

21: The market does not owe you entertainment 12.05.2026

The trades you take when nothing is happening are mostly the trades you regret

20: You might not be addicted to trading. You might be addicted to simulating progress. 11.05.2026

A short essay about a category error, which is a fancy way of saying you might be doing the wrong job.

19: The pigeon, the profit target, and the stretched rubber band. 08.05.2026

A short essay about why traders fuss with their orders, which is, I'm sorry to report, mostly for our own benefit.

18: Press the edge. Plan in reverse. Answer the phone. 07.05.2026

A short essay about sizing up winners, working backwards from specific dates, and the quiet rule that makes either one worth doing at all.

17: When you find an edge, your job is not to get cute. 06.05.2026

A short essay about how traders spend years looking for something that works and then, having found it, become oddly embarrassed to keep doing it.

16: Break-even is a gift, and control matters more than perfect entries. 05.05.2026

A short essay about why the best question in trading is not where to get in, but whether you are still the one running the thing.

15: The lesson keeps following you because your process leaves the same door open. 04.05.2026

A short essay about the difference between recognizing a lesson and actually having learned it, which is, I am sorry to report, a larger difference than it sounds.

14: Jungle cats don't pounce on everything that moves. 01.05.2026

A short essay about why the same lesson keeps needing to be learned, and why the learning, when it finally happens, looks suspiciously like not doing anything.

13: The trade you keep making is the one you don't notice. 30.04.2026

Most losing trades aren't about the setup. They're about the second decision.

12: Ambition is sacred, but it still needs a calendar. 29.04.2026

On noble ambition, the calendar test, and the uncomfortable discovery that the daily shape of professional work is much less flattering than the fantasy of it.

11: Turning pro mostly means cutting the amateur theater. 28.04.2026

On the gap between looking like a trader and being one, shadow careers, deliberate practice, and the uncomfortable moment when the theater stops.

10: Average habits don't produce above-average returns. 27.04.2026

On the unpleasant mechanics of competitive fields, the difference between wanting a result and building the routine that produces it, and why 'Can I trade for a living?' is probably the wrong first question.

9: The billion-dollar question, and what it actually answers. 24.04.2026

On making a billion dollars, whether anyone has done it twice, and why the answer is less interesting than the question.

8: Delegate the parts of trading that make you stupid. 23.04.2026

On automation, implementation intentions, and the parts of trading where the human in the loop is provably the weak link.

7: Don't rent your conviction from other people. 22.04.2026

On social pressure, borrowed conviction, and the particular discomfort of holding a trade you don't actually have a thesis for.

6: Your account should not be a democracy. 21.04.2026

On leadership, governance, and the unflattering fact that most retail accounts are run like unstable coalition governments.

5: Confidence is built, not declared. 20.04.2026

On self-efficacy, grandiosity, and the quiet compounding that happens when you stop declaring confidence and start building it out of things you can actually point to.

4: You can't trade in the past. 15.04.2026

On backtests, forward testing, and the inconvenient way that historical elegance keeps collapsing the moment real money shows up.

3: Trade smaller than your ego likes. 15.04.2026

On position sizing, overconfidence, and the very common phenomenon of being too big too early — which ruins more traders than bad ideas do.

2: Never let a small loss become a huge one. 15.04.2026

On loss aversion, the disposition effect, and the deeply unglamorous discipline of refusing to escalate.

1: The basic trade is against yourself. 15.04.2026

On greed, process, the disposition effect, and the quietly ridiculous habit of demanding that a perfectly good trade go do something even better.

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